期刊
ACS OMEGA
卷 4, 期 23, 页码 20381-20393出版社
AMER CHEMICAL SOC
DOI: 10.1021/acsomega.9b03077
关键词
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资金
- NSFC [21901224, 21762051, 21762047, 21562048]
- Program for the Changjiang Scholars and Innovative Research Team in University [IRT17R94]
- Natural Science Foundation of Yunnan Province [2019FI018, 2017FB010, 2016FD007]
- Innovative Team of Yunnan Minzu University
- Key Laboratory of Intelligent Supramolecular Chemistry
- Key Laboratory of Resource Clean Conversion in Ethnic Regions of Yunnan Province
- Ten Thousand Plan of Yunnan Province [YNWR-QNBJ-2018-025]
A series of novel trimethoxyphenyl-derived chalcone-benzimidazolium salts were synthesized. The biological properties of the compounds were screened in vitro against five different human tumor cell lines. The results suggest that the 5,6-dimethyl-benzimidazole or 2-methyl-benzimidazole ring as well as the 2-naphthylmethyl, 4-methylbenzyl, or 2-naphthylacyl substituent at position-3 of the benzimidazole ring was important to the cytotoxic activity. Notably, (E)-5,6-dimethy1-3-(naphth alen-2-ylmethyl)-1-(3-(4-(3-(3,4,5-trime thoxyphenyl) a cryloyl) phenoxy)propyl)-1H-benzo [d] imidazol-3-ium bromide (7f) was more selective to HL-60, MCF-7, and SW-480 cell lines with IC50 values 8.0-, 11.1-, and 5.8-fold lower than DDP. Studies of the antitumor mechanism of action showed that compound 7f could induce cell-cycle G1 phase arrest and apoptosis in SMMC-7721 cells.
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